| Item type |
学術雑誌論文 / Journal Article(1) |
| 公開日 |
2011-10-12 |
| タイトル |
|
|
タイトル |
ASYMMETRIC 1,3-DIPOLAR CYCLOADDITION REACTIONS OF AZOMETHINE IMINES WITH ACROLEIN CATALYZED BY L-PROLINE AND ITS DERIVATIVES |
| 言語 |
|
|
言語 |
eng |
| DOI |
|
|
|
関連識別子 |
https://doi.org/10.3987/COM-10-11967 |
|
|
関連名称 |
10.3987/COM-10-11967 |
| 資源タイプ |
|
|
資源 |
http://purl.org/coar/resource_type/c_6501 |
|
タイプ |
journal article |
| 著者 |
Suga, Hiroyuki
Arikawa, Tadashi
Itoh, Kennosuke
Okumura, Yukihisa
Kakehi, Akikazu
Shiro, Motoo
|
| 信州大学研究者総覧へのリンク |
|
|
氏名 |
Suga, Hiroyuki |
|
URL |
http://soar-rd.shinshu-u.ac.jp/profile/ja.HmShyVfp.html |
| 信州大学研究者総覧へのリンク |
|
|
氏名 |
Okumura, Yukihisa |
|
URL |
http://soar-rd.shinshu-u.ac.jp/profile/ja.gNDVgpAF.html |
| 出版者 |
|
|
出版者 |
The Japan Institute of Heterocyclic Chemistry |
| 引用 |
|
|
内容記述 |
HETEROCYCLES. 81(7):1669-1688 (2010) |
| 書誌情報 |
HETEROCYCLES
巻 81,
号 7,
p. 1669-1688,
発行日 2010-07-01
|
| 抄録 |
|
|
内容記述 |
1,3-Dipolar cycloadditions between acrolein and various N,N'-cyclic azomethine imines in the presence of L-proline and its derivatives as organocatalysts were investigated. Reactions that were catalyzed by (S)-indline-2-carboxylic acid (30 mol%) in CHCl3/MeOH 97:3 (v/v) showed high exo-selectivities (exolendo 91:9 similar to 99:1) and enantioselectivities (75 similar to 98% ee). In contrast, reactions catalyzed by L-proline (30 mol%) under similar conditions favored the endo-cycloadduct (83:27 similar to 99:1) with modest to good enantioselectivities (31 similar to 83% ee). Based on our studies, the diastereoselective mechanism of the L-proline-catalyzed reaction was found to involve the isomerization of the exo- to the endo-cycloadduct in the presence of L-proline. |
| 資源タイプ（コンテンツの種類） |
|
| ISSN |
|
|
収録物識別子タイプ |
ISSN |
|
収録物識別子 |
0385-5414 |
| 書誌レコードID |
|
|
収録物識別子タイプ |
NCID |
|
収録物識別子 |
AA00663739 |
| 他の資源との関係：URI |
|
|
|
識別子タイプ |
URI |
|
|
関連識別子 |
http://www.heterocycles.jp/ |
|
|
関連名称 |
http://www.heterocycles.jp/ |
| 権利 |
|
|
権利情報 |
Copyright© 2010 The Japan Institute of Heterocyclic Chemistry |
| 出版タイプ |
|
|
出版タイプ |
AM |
|
出版タイプResource |
http://purl.org/coar/version/c_ab4af688f83e57aa |
| WoS |
|
|
URL |
http://gateway.isiknowledge.com/gateway/Gateway.cgi?&GWVersion=2&SrcAuth=ShinshuUniv&SrcApp=ShinshuUniv&DestLinkType=FullRecord&DestApp=WOS&KeyUT=000281076100007 |
ACR_Azomethine_Imine-6-7-10-revised.pdf (792.4 kB)
